Chemical Components in the PDB

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B5P : Summary

Code

B5P

One-letter code

X

Molecule name

N-{3-[5-hydroxy-8-(3-methylbutyl)-7-oxo-7,8-dihydroimidazo[1,2-a]pyrimidin-6-yl]-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl}methanesulfonamide

Systematic names

ProgramVersionName
ACDLabs 10.04 N-{3-[5-hydroxy-8-(3-methylbutyl)-7-oxo-7,8-dihydroimidazo[1,2-a]pyrimidin-6-yl]-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl}methanesulfonamide
OpenEye OEToolkits 1.5.0 N-[3-[5-hydroxy-8-(3-methylbutyl)-7-oxo-imidazo[2,1-b]pyrimidin-6-yl]-1,1-dioxo-4H-benzo[e][1,2,4]thiadiazin-7-yl]methanesulfonamide

Formula

C19 H22 N6 O6 S2

Formal charge

0

Molecular weight

494.545 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=S(=O)(Nc1ccc2c(c1)S(=O)(=O)N=C(N2)C4=C(O)n3ccnc3N(C4=O)CCC(C)C)C
SMILES CACTVS 3.341 CC(C)CCN1C(=O)C(=C(O)n2ccnc12)C3=N[S](=O)(=O)c4cc(N[S](C)(=O)=O)ccc4N3
SMILES OpenEye OEToolkits 1.5.0 CC(C)CCN1c2nccn2C(=C(C1=O)C3=NS(=O)(=O)c4cc(ccc4N3)NS(=O)(=O)C)O
Canonical SMILES CACTVS 3.341 CC(C)CCN1C(=O)C(=C(O)n2ccnc12)C3=N[S](=O)(=O)c4cc(N[S](C)(=O)=O)ccc4N3
Canonical SMILES OpenEye OEToolkits 1.5.0 CC(C)CCN1c2nccn2C(=C(C1=O)C3=NS(=O)(=O)c4cc(ccc4N3)NS(=O)(=O)C)O

IUPAC InChI

InChI=1S/C19H22N6O6S2/c1-11(2)6-8-24-17(26)15(18(27)25-9-7-20-19(24)25)16-21-13-5-4-12(22-32(3,28)29)10-14(13)33(30,31)23-16/h4-5,7,9-11,22,27H,6,8H2,1-3H3,(H,21,23)

IUPAC InChI key

HJSHQVOBZCLIRI-UHFFFAOYSA-N
B5P

wwPDB Information

Atom count

55 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2009-05-06

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



B5P : Atoms of Molecule

Total Number of Atoms: 55
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 4.282 -4.749 0.843
2 C2 C C2 N N N 0 5.172 -4.017 -0.163
3 C3 C C3 N N N 0 5.299 -4.856 -1.437
4 C4 C C4 N N N 0 4.548 -2.663 -0.505
5 C5 C C5 N N N 0 4.536 -1.778 0.743
6 C6 C C6 N N N 0 2.608 -0.305 0.551
7 C7 C C7 N N N 0 2.025 0.997 0.22
8 N1 N N1 N N N 0 3.938 -0.481 0.416
9 N2 N N2 N Y N 0 4.21 1.766 -0.35
10 O1 O O1 N N N 0 1.903 -1.215 0.947
11 C8 C C8 N N N 0 2.865 2.007 -0.228
12 O2 O O2 N N N 0 2.361 3.214 -0.553
13 N3 N N3 N Y N 0 6.039 0.604 -0.24
14 C9 C C9 N Y N 0 5.251 2.566 -0.772
15 C10 C C10 N Y N 0 6.369 1.824 -0.693
16 C11 C C11 N Y N 0 4.742 0.551 -0.028
17 C12 C C12 N N N 0 0.577 1.23 0.36
18 C13 C C13 N Y N 0 -2.313 1.186 0.369
19 C14 C C14 N Y N 0 -1.546 0.098 0.772
20 C15 C C15 N Y N 0 -2.165 -1.118 1.028
21 O6 O O6 N N N 0 -7.72 -1.389 -0.388
22 S2 S S2 N N N 0 -6.314 -1.576 -0.471
23 O5 O O5 N N N 0 -5.688 -2.703 0.127
24 C18 C C18 N N N 0 -5.743 -1.362 -2.179
25 N6 N N6 N N N 0 -5.681 -0.279 0.342
26 C17 C C17 N Y N 0 -4.295 -0.152 0.484
27 C19 C C19 N Y N 0 -3.677 1.067 0.226
28 S1 S S1 N N N 0 -1.503 2.716 0.037
29 O4 O O4 N N N 0 -1.67 3.522 1.196
30 O3 O O3 N N N 0 -1.916 3.12 -1.261
31 N4 N N4 N N N 0 0.114 2.364 -0.066
32 C16 C C16 N Y N 0 -3.533 -1.241 0.885
33 N5 N N5 N N N 0 -0.165 0.232 0.921
34 H11 H H11 N N N 0 4.192 -4.152 1.75
35 H21 H H21 N N N 0 3.294 -4.904 0.41
36 H31 H H31 N N N 0 4.727 -5.714 1.087
37 H2 H H2 N N N 0 6.16 -3.863 0.27
38 H13 H H13 N N N 0 4.311 -5.01 -1.87
39 H23 H H23 N N N 0 5.933 -4.334 -2.154
40 H33 H H33 N N N 0 5.744 -5.821 -1.193
41 H14 H H14 N N N 0 5.134 -2.18 -1.287
42 H24 H H24 N N N 0 3.527 -2.812 -0.855
43 H15 H H15 N N N 0 3.95 -2.261 1.525
44 H25 H H25 N N N 0 5.557 -1.629 1.093
45 H12 H H12 N N N 0 2.986 3.881 -0.868
46 H9 H H9 N N N 0 5.181 3.592 -1.102
47 H10 H H10 N N N 0 7.364 2.154 -0.951
48 H15A H H15A N N N 0 -1.577 -1.969 1.34
49 H118 H H118 N N N 0 -6.038 -0.376 -2.54
50 H218 H H218 N N N 0 -4.657 -1.452 -2.213
51 H318 H H318 N N N 0 -6.191 -2.129 -2.811
52 HN6 H HN6 N N N 0 -6.271 0.392 0.72
53 H19 H H19 N N N 0 -4.266 1.918 -0.085
54 H16 H H16 N N N 0 -4.012 -2.188 1.085
55 H22 H H22 N N N 0 0.298 -0.429 1.459



B5P : Chemical Bonds

Total Number of Bonds: 58
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.53 N N
2 C2 C3 C C sing 1.53 N N
3 C2 C4 C C sing 1.53 N N
4 C5 C4 C C sing 1.53 N N
5 C5 N1 C N sing 1.47 N N
6 C6 C7 C C sing 1.46 N N
7 C6 O1 C O doub 1.22 N N
8 C7 C12 C C sing 1.47 N N
9 N1 C6 N C sing 1.35 N N
10 N2 C8 N C sing 1.37 N N
11 C8 O2 C O sing 1.35 N N
12 C8 C7 C C doub 1.39 N N
13 N3 C11 N C doub 1.32 N Y
14 C9 N2 C N sing 1.38 N Y
15 C10 N3 C N sing 1.34 N Y
16 C10 C9 C C doub 1.34 N Y
17 C11 N2 C N sing 1.36 N Y
18 C11 N1 C N sing 1.38 N N
19 C12 N4 C N doub 1.3 N N
20 C12 N5 C N sing 1.36 N N
21 C13 C19 C C doub 1.38 N Y
22 C14 C15 C C doub 1.39 N Y
23 C14 C13 C C sing 1.39 N Y
24 C15 C16 C C sing 1.38 N Y
25 S2 C18 S C sing 1.81 N N
26 S2 O6 S O doub 1.42 N N
27 O5 S2 O S doub 1.42 N N
28 N6 S2 N S sing 1.66 N N
29 C17 N6 C N sing 1.4 N N
30 C19 C17 C C sing 1.39 N Y
31 S1 O3 S O doub 1.42 N N
32 S1 O4 S O doub 1.42 N N
33 S1 C13 S C sing 1.76 N N
34 N4 S1 N S sing 1.66 N N
35 C16 C17 C C doub 1.39 N Y
36 N5 C14 N C sing 1.4 N N
37 C1 H11 C H sing 1.09 N N
38 C1 H21 C H sing 1.09 N N
39 C1 H31 C H sing 1.09 N N
40 C2 H2 C H sing 1.09 N N
41 C3 H13 C H sing 1.09 N N
42 C3 H23 C H sing 1.09 N N
43 C3 H33 C H sing 1.09 N N
44 C4 H14 C H sing 1.09 N N
45 C4 H24 C H sing 1.09 N N
46 C5 H15 C H sing 1.09 N N
47 C5 H25 C H sing 1.09 N N
48 O2 H12 O H sing 0.97 N N
49 C9 H9 C H sing 1.08 N N
50 C10 H10 C H sing 1.08 N N
51 C15 H15A C H sing 1.08 N N
52 C18 H118 C H sing 1.09 N N
53 C18 H218 C H sing 1.09 N N
54 C18 H318 C H sing 1.09 N N
55 N6 HN6 N H sing 0.97 N N
56 C19 H19 C H sing 1.08 N N
57 C16 H16 C H sing 1.08 N N
58 N5 H22 N H sing 0.97 N N



B5P : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
B5P 3h98 Open in New Window Bound ligand 2 1